Process for preparing dyeings on the fiber



Patented May 20,1930

" UNITED sT-ATEs-PATENT OFFICE.

' WINFRID HEN'rmcH ANn MAX HARDTMANN, or WIESDORF-ON-THE-RHINE, I AND ERNST TIETZE, or COLOGNE-ON-THE-RCHINE, GERMANY, ASSIGNORS, r GENERAL ANILINR woRxs, INc., on NEW .YORK, N. Y., A CORPORATION or DEL WARE rRooEss FOR PREPARING nYmNes oN THE FIBER No Drawing. Application filed December 20, 1928, Serial No. 327,465, and in' Germany December 28, 1927.

with a solution of 10 grams .of 2.3-hydroxy The present inventionconcerns the application of diazonium fluoro sulfonates in the manufacture of dyestuffs on the fiber.

In accordance with the invention diazonium fluoro sulfonates containing no sulfonlc. acid and n0 carboxylic acld group,

which may be represented by the general formula: R'NEN wherein R stands for the residue of any diazo component containing no sulfonic acid and no carboxylic acid grou are emplo ed in the manufacture of dyestu s on the fi er.

, The diazonium fluoro sulfonates employed inour invention may be prepared by diazotizing the corresponding amines in a rather concentrated solution, adding to the diazo compound the calculated amount. of the ammon- A bility in water.

The manufacture of the dyestuffs on the fiber is eflected by impregnating cotton with an aqueous solution of; any coupling component containing no sulfonic acid and no carboxylic acid group, squeezing or centrifuging the cotton and developing by introducing same into a diluted aqueous solution of a diazonium fluoro sulfonate of the above identified kind, for instance into a solution containing 0.2 to about 1% of the diazonium compound, squeezing the cotton, washing and drying the same.

The invention is illustrated by the followin examples, but is not limited thereto:

naphthoic acid anilide er litre, centrifuged and developed by intro ucing into a solution of 2.4 grams of 4-nitrobenzene" iiiazonium fluoro sulfonate per litre, sq eezed, washed and dried. In this manneriso tainedavivid red of excellent fastness properties.

Example 2.On replacing in Example 1 the 2.3-hydroxy na hthoic acid anilide by,

2.3-hydroxy napht oic acid-u-na hthalide fonate by 3.3-dimethoxy-diphenyl-4.4-bis diazonimum fluoro sulfonate a very-clear blue is obtained in an analogo s manner.

Example 3.On replacin in Example 2 the 3.3-dimethoxy dipheny -4.4-bisdiazon-.

. causing 5 benzoylamino- 2.4-d i m e t h o x y phen l-diazonium fluoro sulfonate to act as the yeing salt-on a material 1m regnated with 2-naphthol-3-carboxylic aci -tolu1- dide.

We claim:-

a 1. The process which comprises introducing cotton which is impregnated w1than aqueous solution of any coupling component containing no sulfonic acid and no carboxylic.

acid grou into an aqueoussolution of a diazonium -uoro sulfonate, containin no sulfonic acid and no carboxylic aci" group, squeezing the cotton, washing and drying the same.

2. The process which comprises introducing cotton which is impregnated with an aqueous solution of a 2.3-hydroxy naphthoic acid aryl'ide into an aqueous solution ofa diazonium fluoro sulfonate, containing "no sulfonic acid and no carboxylic acld group,

squeezing the cotton, washing and drying the same.

mample 1.--Gotton yarnis impregnated 3. The process-which comprises introducand the l-nitrobenzene diazonium uoro suling cotton which is imfire ated with an aqueous solution of 2.3 y roxy naphthoic acid anilide, into an aqueous solution of 4- nitrobenzene diazonium fluoro sulfonate, 5 squeezing the cotton, washing and drying the same.

In testimony whereof we have hereunto set our hands.

WINFRID .HENTRICH. MAXHARDTMANN. I

ERNST TIETZE. 

